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UNITED STATES PATENT OFFICE.

ARTHUR \VEINBERG AND HANS SIEBERT, OF MAINKUR, NEAR FRANKFORT-ON-THE-MAIN, ASSIGNORS TO LEOPOLD CASSELLA & (30., OF FRANKFORT-ON-THE-MAIN, PRUSSIA, GERMANY.

MANUFACTURE OF DYE-STUFFS.

SPECIFICATION forming part of Letters Patent No, 375,848, dated January3, 888.

Application filed Novcmlier15, 1886. Serial No. 218,924. (Specimens.)Patented in Germany September 21. 1886, No. 2,091,- in Engand October 9,1886, No.12,908, and in France October 11, 1886, No.1'i8,979.

To aZZ whom it may concern: der Deutschen Ohemischen Gesellschaft, Vol.

Be it known that we, ARTHUR \VEINBERG IX, page 612,)who, passing throughthe naphand HANS SIEBERT, citizens of the Kingdom tholmonosulphonicacid, became not aware of of Prussia, and residents of Mainkur, near itsformation, and exclusively found dioxy- Frankfort on-the-Main, haveinvented a-new naphthaline.

and useful Improvement in the Manufacture In the second part of ourprocess we may as 5 of Dye-Stuffs or Coloring-Hatters, (which has wellstart from the naphthaline disnlphonic been patented in France on the11th day of acid, and heat the same with NaOH and NH, October, 1886, andnumbered 178,979; in Geror an ammonium salt, and proceed as above Tomany on the 21st of September, 1886, and stated.

numbered 0 2,091, and in England on the 9th The alkaline solution of thesalts of the new day of October, 1886, and numbered 12,908,)naphtholmonsulphuric acid has a pure blue of which the following is aspecification. fluorescence. Perchloride of iron produces inOurinventionrelatestoanewdye stuff, which neutral solutions a dark bluecoloring. By [5 results fromthe reaction oftetrazo ditolyl with theaction of nitrous acid upon the new acid a new naphthylaminesulphonicacid which we a nitroso compound is obtained, which yields a 6 havediscovered, and which forms the object green dye-stuff by the methoddescribed in the of a separate application for patent. German Patent No.28,065. \Vith all known In producing this new acid we proceed as diazocompounds the new acid combines in el- 20 follows: We mix one part ofalpha -naphthakaline solution even diluted. The shade of linedisulphonate of sodium with one to four the dyestuffs is bluer than thatof the come parts of caustic soda of fifty per cent. and heat spondingdye-stuffs obtained from Schaefi'ers the mixture to about 200 centigradeuntil it monosulphonic acid ofbeta-naphthol. The new has become quiteconsistent, and a sample of acid shows a very characteristic action uponthe smelt dissolved in water and acidulated alphadiazonaphthaline, whichproduces 3. yields to ether traces ofdioxynaphthaline. \Ve bluishprecipitate, dyeing wool a claret-red, dissolve the smelt in water,acidulate it with and upon diazo-benzole,which produces a diifimuriaticacid, and by strong boiling cause the cultly-soluble orange of an.eminent tendency sulphurous acid to escape. The aqueous sotocrystallize. o lution, evaporated to about fifteen parts and The aqueoussolution ofthc salts of the new cooled down, separates the soda salt ofa new naphthylamine sulphonic acid shows a violet 8onaphtholmonosulphonic acid. Heated with fluorescence. The sodiumsaltisdifficultl y soluammonia, the hydroxyl group of this acid is ble inwater and crystallizes easily. When replaced by theNH group. For thispurpose strongly acidulated, the naphthylamine sulwe heat one part ofthe naphtholmonosulphophonic acid separates in crystals and gives,bynate of soda with two parts of ammonia of addition of nitrite ofsoda, aclear solution of twenty percent. NH, during six hours to 250 the diazocompound. centigrade in an autoclave. \Vhen the pro- In order toobtainour new coloring-matter duct ofthe reactionisacidulated,the new naphweproceed as follows: Twenty-one kilos of 0 thylamine sulphonic acidseparates in shining toluidine are dissolvedin two hundredliters ofcrystals. water and twenty kilos of muriat-ic acid at 21 In the firstpart of this process the quantity Baum. To this solution, after beingcooled of alkali and the temperature may vary condown to about 4centigrade, we add thirty siderably; the caustic soda may bereplaced bykilos of muriatic acid and fourteen kilos of 5 hydrate of potassium, andthe naphthalinesulsodium nitrite dissolved in water. The thusphonate ofsoda by other salts of the same formedtetrazocompound isallowedtoactuponacid. The chief point is to interrupt thesmelt a solution of fifty kilosof the sodium salt of. when dioxynaphthaline is formed, in order to ournew naphthylamine sulphonic acid disavoid the reaction of Ebert andMerz, (Berichte solved in five hundred liters of water, to which fortykilos'of sodium acetate or thirty kilos of sodium carbonate are added.After fortyeight hours the red precipitate is filtered. The dye-stuff iseasily soluble in water. In strong sulphuric acid it dissolves with abrightblue shade, which turns into a brown one if the solution isdiluted with water. It is an isomer to the dye-stuff described byDuisberg in Letters Patent No. 329,633, from tetrazoditolylandbeta-naphthylamine sulpho-acid; but our dye-stuff hasa much greaterintensity,and resists as well the action of light and of weak acids. 7It dyes cotton, not mordanted in a boiling bath containing any alkalineingredident-as soda,soap,silicate,borate, phosphate, or staunate of sodaa brilliant bluishred shade, similar to Safranine and very differentfrom Dnisbergs color.

The new product, which forms the subject of this application, is theresult ofthe reaction of tetrazo-ditolyl upon the new naphthylaminesulphonic acid. The process herein described is a convenient method ofproducing that reaction. Modifications of this process and otherprocesses to produce this reaction, and, in consequence, our product,will doubtless suggest themselves to those skilled in this specialbranch of chemistry.

\Vhat we claim as ourinvention, and desire to secure by Letters Patent,is

As anew product, the coloring-matter herein described, which is producedby the action of tetrazo-ditolyl upon the new naphthylamine sulphonicacid herein described, substantially as herein set forth.

In testimony that we claim the foregoing as our invention we have signedour names, in presence of two witnesses, this 30th day of October, 1886.

ARTHUR XVEINBERG. HANS SIEBERT. Witnesses:

ALVESTO S. HoGUE, J EAN GRUND.

